Livestock Metabolome Database: Showing metabocard for PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (LMDB01121)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2020-03-18 19:03:57 UTC

Update Date

2021-04-30 20:57:45 UTC

Lmdb

LMDB01121

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z))

Description

PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
PC(16:1/20:5)	HMDB
GPCho(16:1/20:5)	HMDB
GPCho(36:6)	HMDB
1-Palmitoleoyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine	HMDB
Lecithin	HMDB
PC(36:6)	HMDB
Phosphatidylcholine(16:1/20:5)	HMDB
1-(9Z-Hexadecenoyl)-2-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-sn-glycero-3-phosphocholine	HMDB
Phosphatidylcholine(36:6)	HMDB
PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z))	Lipid Annotator

Chemical Formula

Not Available

Average Molecular Weight

Not Available

Monoisotopic Molecular Weight

Not Available

IUPAC Name

(2-{[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

InChI Identifier

Not Available

InChI Key

Not Available

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Phosphatidylcholines

Alternative Parents

Substituents

Diacylglycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Quaternary ammonium salt
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Amine
Organic salt
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Diacylglycerophosphocholines (LMGP01011492 )

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.4	ALOGPS
logP	7.72	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	111.19 Å²	ChemAxon
Rotatable Bond Count	38	ChemAxon
Refractivity	240.97 m³·mol⁻¹	ChemAxon
Polarizability	91.28 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000000900-d952f38d42ad6ddf6054	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0059-0600000900-c704be0a3ccac58b5732	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900230300-51b10f425373e7a76e5a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ug0-0092000300-281d6b4ee7b6b5db2a03	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0090001000-4afb40e0fd8710fdab4c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zfr-4092000000-712e6ecc05b5f1067029	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0000000900-41c33084af9f783c847d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0000000900-dd151cc7bd543b751825	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ue9-0200669400-8bd41403b444f4938a28	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000000090-e97180150486da753e49	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0000000190-cd910875d8659ad53678	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kb-0900449110-84a47156b3f0d4881387	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0000000900-5a1f7e5d648203ccaa08	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0053030900-f8a6a6b51561524fa0f7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-3291000000-9f9e15b7ce5aa3f92896	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000000900-e158c1e70dedba30b57e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0059-0600000900-259bce635b325b3b4835	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900230300-bae344dcea43b8ff0b76	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000000090-87e491c712a61c58fe72	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0011000090-00ac5bf7d774a451f19d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0w29-0099000090-341e85ab53fc2ceadb5b	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Serum	Detected and Quantified	0.5873 +/- 0.1295 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.608 +/- 0.1558 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.577 +/- 0.256 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.6461 +/- 0.1695 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.5622 +/- 0.177 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.591 +/- 0.2005 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.6625 +/- 0.1986 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.6653 +/- 0.3255 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.6375 +/- 0.2177 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.34 +/- 0.15 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	0.604 +/- 0.2868 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.636 +/- 0.2256 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.652 +/- 0.1985 uM	Normal	Ovine	Goldansaz et al.,...	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0008017

FooDB ID

FDB025208

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

89739

PubChem Compound ID

52922465

Kegg Compound ID

Not Available

YMDB ID

YMDB01877

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (LMDB01121)

Structure for LMDB01121 (PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)))